Chemistry:Progesterone dioxime

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Short description: Chemical compound
Progesterone dioxime
Progesterone dioxime.svg
Clinical data
Other namesProgesterone 3,20-dioxime; P4-3,20-DO; Pregn-4-ene-3,20-dione 3,20-dioxime; 3,20-Di(hydroxyimino)pregn-4-en-3-one
Identifiers
CAS Number
PubChem CID
ChemSpider
Chemical and physical data
FormulaC21H32N2O2
Molar mass344.499 g·mol−1
3D model (JSmol)
Melting point238–242 °C (460–468 °F) (recrystallized from alcohol)

Progesterone dioxime, or progesterone 3,20-dioxime (P4-3,20-DO), also known as 3,20-di(hydroxyimino)pregn-4-en-3-one, is a progesterone derivative which was never marketed.[1] It is a progestogen oxime – specifically, the C3 and C20 dioxime of the progestogen progesterone.[1] Progesterone C3 and C20 oxime conjugates have been found to be water-soluble prodrugs of progesterone and pregnane neurosteroids.[2][3][4][5]

See also

References

  1. 1.0 1.1 The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. 14 November 2014. pp. 1024–. ISBN 978-1-4757-2085-3. https://books.google.com/books?id=0vXTBwAAQBAJ&pg=PA1024. 
  2. "Development and screening of water-soluble analogues of progesterone and allopregnanolone in models of brain injury". Journal of Medicinal Chemistry 52 (19): 6012–6023. October 2009. doi:10.1021/jm900712n. PMID 19791804. 
  3. "Water-soluble progesterone analogues are effective, injectable treatments in animal models of traumatic brain injury". ACS Medicinal Chemistry Letters 3 (5): 362–366. May 2012. doi:10.1021/ml200303r. PMID 24900479. 
  4. "Evaluating the neurotherapeutic potential of a water-soluble progesterone analog after traumatic brain injury in rats". Neuropharmacology 109: 148–158. October 2016. doi:10.1016/j.neuropharm.2016.05.017. PMID 27267687. 
  5. "Effects of 3-hydrazone modification on the metabolism and protein binding of progesterone". International Journal of Pharmaceutics 65 (1–2): 109–114. 1990. doi:10.1016/0378-5173(90)90015-V. ISSN 0378-5173.